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Southwest Vacation Rentals

(3343 rentals)
Fort Myers Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Moorings Point is situated in a key location off North Key Drive in North Fort Myers Florida adjacent to the newly planned Marriott-residence communty, Triton81.This gorgeous top-floor condo available in Moorings Point located at the end of N. Key Drive, boasts a fabulous view of the Caloosahatchee...

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$125
avg per night
Punta Gorda Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 15 miles to Boca grand

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Now is your chance to rent a piece of paradise in the all new Heritage Landing golf and country club. The luxury resort style amenities for this community will be like nothing else you’ve seen in Southwest Florida, you will enjoy a stunning resort style pool featuring gradual entry and lap lanes....

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Featured review

"Heritage Landing Unit"

Owners are definitely Tenant friendly. Actually the best we have rented from in many many years. Great view from balcony of 11th hole and sunset in the evening. Unit is well supplied with utensils and necessary...

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$142,814
avg per night
Sanibel Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

*****The Calendar represents availability across all 10 units available at Loggerhead on Sanibel.You have the opportunity to rent 10 different Sanibel Units when you work with Caihlin! I own/manage 10 other units at Loggerhead, I also manage another unit on Sanibel, Cyprina 2 (3br/3bath) 695 E Gulf...

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Featured review

"Clean, comfy and perfect!!!"

Wow. All I can say is wow. From the first message I sent inquiring about the condo to the text I received at the end of our stay regarding checkout instructions, the experience renting and staying at Caihlin’s...

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$216
avg per night
New
Naples Condo
Sleeps 7, 2 bedrooms, 2 bathrooms

Distance to beach: 5 miles to Naples

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Lovely 2nd floor condo in Berkshire Lakes. Property is located at Radio and Santa Barbera Roads. Quiet family oriented community. Shopping plaza a short walk away. There is a paved walking/bike path adjacent to 2 lakes. The shared pool and hot tub are a real bonus. The condo is completely furnished...

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$127
avg per night
Marco Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

**Luxury Beachfront Condo at South Seas Club, Marco Island, FL**Immerse yourself in the luxury of this beautifully renovated 2-bedroom, 2-bathroom condo on Marco Island, offering panoramic southwest views of the Gulf of Mexico and direct beach access. This condo, part of the prestigious South Seas...

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$447
avg per night

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Special Offer
Naples Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
8 reviews

Distance to beach: 3 miles to Naples Pier, Naples Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Bright corner unit. Fully furnished. 2 bedroom, 2 full private bathrooms. Heated pool. Tennis courts. Close to city center, restaurants, beaches, shopping, golf, parks, art and culture, and attractions. Exceptionally private, no shared walls with neighbors, feels like home. Second floor (first floor is...

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Featured review

"Royal Arms condo"

Had a fabulous time at Shani’s condo. Lots of sun, swimming in their pool. Couple of dinner gems for great eat in or take out. Bring your bicycles too.

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$131
avg per night
New
Naples House
Sleeps 6, 3 bedrooms, 2.5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Unwind in this bright and spacious 3-bedroom, 2 & 1/2-bathroom home located in a quiet gated community, just minutes from Naples' world-famous beaches. Enjoy an open living and dining area, fully equipped kitchen and peaceful surroundings. We are renting our home as a seasonal rental with a...

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$333
avg per night
Marco Island House
Sleeps 12, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Stunning five-bedroom home on the water with southern exposure. This stunning home is a short distance from Tigertail Beach, restaurants, and The Esplanade with its waterfront dining and shops. The home features a beautiful living space, a gourmet kitchen, five bedrooms, a covered lanai, and a refreshing...

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$627
avg per night
Marco Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Located on a quiet residential street with southern exposure, this light and airy 3-bedroom and 2-bath home with an oversized pool deck and large pool sleeps six and also features a calm den complete with desk and WIFI for those who want to mix business with pleasure. The main bedroom has a king-sized...

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$288
avg per night
New
Englewood Villa
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Boaters Heaven – Your Private Saltwater Pool & Spa Villa on a Gulf-Access Canal Welcome to Boaters Heaven, a true waterfront escape in Englewood on Florida’s Gulf Coast — a region celebrated for world-class boating, endless waterways, championship golf courses, and soft white-sand...

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$228
avg per night
Marco Island Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Stand in the sunshine, listen to the waves crash and breathe the salty air all just steps from your front door.Grab your own slice of paradise at the Somerset Condominiums, located on the sunny south end of Marco Island! With million dollar views and plenty of that spectacular Florida sunshine, Somerset's...

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Featured review

"Beautiful Property"

This Condo was equipped with so many extras, I could have left many items home. Beautiful layout and the best furniture I have seen for a rental. The gate watchman was so attentive and helpful. The only...

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$512
avg per night
Marco Island House
Sleeps 12, 6 bedrooms, 7.5 bathrooms

Key Amenities

  • Hot tub
  • Private pool
  • WiFi

About this property

Introducing an exquisite Marco Island vacation property that epitomizes elegant and modern coastal living - with a Euro lick. The most exclusive estate offered by Marco Escapes, Meridian Blu is Marco Island's newest, most sought after residential estate property located on the waterfront at the mouth...

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$1,761
avg per night
Marco Island House
Sleeps 6, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Beachy and cozy this 3-bedroom, 2-bath home is centrally located and close to Mackle Park, the Historical museum, the YMCA and the Library. As you enter you will find the formal living area with lovely view out to the pool area and lanai. To your left you will find the kitchen (stainless steel appliances)...

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$196
avg per night
Venice Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

All rates and current availability are listed here. Please review them before submitting a booking request to ensure the property meets your needs. This Venice vacation condo rental 2nd floor condo has 2 bedrooms, 2 baths and room for 4 guests It features 2 separate lanais. You can enjoy the sun and...

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Featured review

"Unit 270"

We had a good visit Paul the owner was very responsive Called him on 1-2 minor issues and He responded within 1-2 hrs

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$116
avg per night
Cape Coral House
Sleeps 10, 4 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Nestled along the serene waterfront, this professionally designed 4-bedroom canal home is luxurious and comfortable . Bathed in natural light, the interior boasts a vibrant aesthetic that complements the picturesque surroundings.Step inside to discover a spacious and inviting living area with floor-to-ceiling...

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$476
avg per night
Anna Maria Island House
Sleeps 6, 3 bedrooms, 2 bathrooms
8 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

This beautiful property offers a perfect blend of indoor and outdoor living, with welcoming accommodations for a maximum of 6 guests, all just a short walk to the pristine white sand beaches and centrally located on Anna Maria Island!The decor is a perfect blend of coastal elegance and comfort, featuring...

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$385
avg per night
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

STR # 20-0047 EVERYTHING IS BRAND NEW AND WAITING TO HOST YOUR NEXT VACATION!! Bob's Beachhouse is a main floor condo, so easy access out the lanai to the pool and the beach. We are a 2 bedroom/2 bath condo, with the master having a walk in closet and private bathroom. Bob's Beachhouse...

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Featured review

"Convenient ground floor rental"

Had a great vacation - ground floor - no stairs Nicely decorated and comfortable. best location of the beach, friendly place. hope to return for another visit. EBC is a beautiful and relaxing place....

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$239
avg per night
Special Offer
Fort Myers Beach Condo
Sleeps 6, 2 bedrooms, 1 bathroom
17 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

Cornerstone is the perfect spot on the beach with only eight, one bedroom and four, two bedroom condos. Each condo is privately owned, most are decorated and furnished similar. I make the reservations for them all. At Cornerstone it never seems crowded. Rates and availability shown are for two bedroom...

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Featured review

"Ft Meyers gem"

Many positives about this location. Clean and updated, great location, very good value, very nice pool, great views of the Gulf. James (site manager) was accommodating and accessible.

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$298
avg per night
Anna Maria Island House
Sleeps 10, 5 bedrooms, 4.5 bathrooms
12 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

This luxurious property offers a perfect blend of indoor and outdoor living, with spacious accommodations for large groups or families, all while staying steps from the pristine white sand beaches and centrally located on Anna Maria Island!As you step through the front door, you enter a bright and...

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Featured review

"Best Stay Ever!"

I’d give it a 10 star! Absolutely perfect vacation rental! About a block and a half from beach no busy road to cross to get there! We could see the ocean from the front porch. The home is clean, fully...

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$600
avg per night
Anna Maria Island Condo
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Welcome to Mermaid Manor — a tranquil retreat on beautiful Anna Maria Island. This inviting duplex home is the ideal spot for couples, families, or friends looking to enjoy the island’s sun-soaked charm and relaxed pace.Each level of the duplex are full floor units (lower and upper level...

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$249
avg per night
Fort Myers Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
7 reviews

Distance to beach: 3 miles to Bunche Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This townhome is spacious, quiet and private with close access to Sanibel and Fort Myers beach and all the Iona area has to offer: swimming, shopping, restaurants, nature and golf as well as hospitals and doctors. The property is surrounded by peaceful water views and green space. The community pool is...

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Featured review

"Just what the doctor ordered"

Had a very nice stay at Jodie and Ron’s place in Ft. Myers. Excellent location near the beach and Sanibel. The condo was very clean and just steps from the pool. Also had a nice private patio area...

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$126
avg per night
Longboat Key Condo
Sleeps 4, 1 bedroom, 1 bathroom
3 reviews

Distance to beach: 0.1 miles to Private beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

This WATERFRONT condo is very spacious, beautifully updated. Perfectly located within a minute of a private sandy beach and right along the waters edge of a salt water canal and intra coastal waterway. Enjoy the great water views that span the full width of the ground floor condo. Fishing, kayaking,...

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Featured review

"Comfort & Convenience"

Spent a full month and it truly felt like a home away from home. The condo had everything you needed for the beach, umbrellas, beach cart, great beach towels & even kids toys. The kitchen was exceptionally...

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$234
avg per night
Bradenton House
Sleeps 8, 3 bedrooms, 3 bathrooms
22 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Kingfisher Cay is a newly renovated, beautifully designed, property boasting an outdoor covered patio, heated pool, and a games area with tiki hut, life sized connect four and corn hole. The one story bungalow has three bedrooms; one king, one queen, and one room with two twin beds. All bedrooms have...

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Featured review

"Perfect!"

The house and entire property was beautiful. It had everything you could wish for and more. It was spotless. We hope to stay again next year. Thank you for sharing your slice of paradise.

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$411
avg per night
Naples House
Sleeps 10, 5 bedrooms, 6.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to Modern Paradise! Ideally situated just minutes from the vibrant shops, restaurants, and beach of 5th Avenue. This elegant two-story residence boasts 5 spacious bedrooms, exuding sophistication and comfort. Enjoy sunny days by the heated pool or take a leisurely nap in the hammock and enjoy...

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Featured review

"Enjoyed it all"

We had such a great time with family as we visited the Naples area. Kids loved Naples and even Bonita as they really blend together. Our contacts from the management company were wonderful and always available!...

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$1,672
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 10 feet to South Beach of Marco Island

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pool
  • WiFi

About this property

Waking up to spectacular panoramic views of the Gulf of Mexico and crescent beach from 15th-floor private balcony. Steps away from a morning jog on the beach, swimming, snorkeling, fishing, shelling or even a beach yoga class. The sunset view is mesmerizing!Welcome to our 2-bedroom, 2-bathroom corner...

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Featured review

"Clean and very accommodating"

We enjoyed our stay at Seawinds. The complex grounds were very clean and very well taken care of. Our unit was very accommodating for our group of 5. The renter also accommodated us by extending our stay...

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$261
avg per night
New
Fort Myers Beach Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Distance to beach: 0.1 miles to 500 feet to the beach with private beach access

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Oceanfront
  • Pool
  • WiFi

About this property

***Please see the dates that are not available at the end of this description***Beautiful Fort Myers Beach Condo — Steps from the BeachRent directly from the owners and experience your own piece of paradise on Fort Myers Beach, Florida!Escape the everyday hustle and enjoy a relaxing...

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$206
avg per night
Naples House
Sleeps 8, 4 bedrooms, 2 bathrooms
3 reviews

Distance to beach: 1 miles to Vanderbilt Beach

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

SUMMER DISCOUNT!! Welcome to this newly renovated, classic Florida ranch-style family home, sitting on a half acre double lot with large Backyard, a true oasis of relaxation and elegance. Immerse yourself in the cool and sophisticated ambiance of this recently refurbished gem. With a coastal-inspired...

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Featured review

"Amazing Rental"

Exactly what my family was looking for! Beautiful rental- very clean and tidy! This rental had everything we needed for a relaxing week vacation. We loved the beautiful patio, backyard and pool. There was...

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$388
avg per night
Siesta Key House
Sleeps 6, 3 bedrooms, 2 bathrooms
21 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Your private Siesta Beach escape! Walk or bike to sand, unwind in the heated saltwater pool or Sauna and bring your furry friends along!Key Differentiators & AmenitiesSought-after Siesta Key Family & Pet friendly location—easy access to the beach, village, shops, restaurants, coffee...

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Featured review

"Paradise"

The home on Siesta Key is totally amazing in every aspect. The completely updated modern architecture combined with the lush tropical landscape make this an excellent choice to relax and experience...

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$436
avg per night
Anna Maria Island House
Sleeps 8, 4 bedrooms, 3.5 bathrooms
1 review

Distance to beach: 0.1 miles to Beach Access 45th St

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Address of Areca Cove: 206 N Harbor Drive, Holmes Beach, FL 34217ARECA COVE - A bright and wonderful 4 bedroom/ 3.5 bath home just a 3-minute walk away from an astonishing white sand beach. With a heated pool in tropical and private surroundings, a covered patio by the pool area and multiple balconies...

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Featured review

"Perfect home and wonderful hosts!"

Olaf and Marissa were wonderful hosts - welcoming and responsive. Their home was absolutely perfect for a family get together with mixed ages. They have everything you need for a beach stay and the space...

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$451
avg per night
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
12 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

This colorful custom2rd floor unit has a commanding view of the Gulf of mexico.This special unit has been decorated by a pro, and shows it! unit, perfect for people who can take excellent care of things and appreciate the fine nature of this unit.From the modern kitchen, you will enjoy Siesta...

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Featured review

"Vacation 2026"

Carrie was very informative the condo was so nice and cozy. Loved that it is right on the beach and close to restaurants and attractions. Already booked for 2027 before I left from vacation this year. I...

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$256
avg per night
Marco Island House
Sleeps 10, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Discover an extraordinary opportunity to rent a stunning five-bedroom, 3 full bathroom home with breathtaking sunset views overlooking the lake and golf course. This remarkable residence boasts over 3,400 square feet of luxurious living space, featuring high-impact sliding doors and windows that open...

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$493
avg per night
Marco Island House
Sleeps 10, 5 bedrooms, 5.5 bathrooms

Key Amenities

  • Air conditioning
  • Pool

About this property

This Tigertail Beach neighborhood island residence overlooks spectacular Collier Bay with an exceptional 134 feet of waterfront! Built to take full advantage of the amazing bay setting and to combine the fabulous outdoor features with the interior, this floor plan design easily opens to the outdoor salt...

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$966
avg per night
Estero Condo
Sleeps 4, 2 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 16 miles to Barefoot Beach

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Spacious 2-bedroom 2-bathroom 2nd-floor condo in the gated Stoneybrook Golf Community.The condo overlooks the 13th fairway of the golf course and features: • reduced-rate golf privileges - a great opportunity if you love to golf! • vaulted ceilings and bright, airy decor • keyless...

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Featured review

"Excellent Condo"

We booked this condo for the month of February 2026. Excellent accommodations, clean, many amenities. Host was professional and it was a pleasure. We were very comfortable staying here and being away...

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$88
avg per night
Last Minute Deal
Anna Maria Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

New Paint, Furniture and Decor as part of our mini makeover! King in primary bedroom and queen in second bedroom!When you come to Anna Maria Island for vacation, make this charming and inviting two-bedroom condo your home away from home! You're sure to love the relaxed island attitude with amenities...

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Featured review

"Beautiful place"

Sandy Point condo was the perfect spot for our getaway! It was clean, comfortable, and in a great location—close to everything but still nice and quiet. We loved the easy beach access and relaxing by...

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$148
avg per night
Siesta Key Townhome
Sleeps 6, 3 bedrooms, 3 bathrooms
14 reviews

Distance to beach: 0.3 miles to Crescent Beach

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Discover the ultimate Siesta Key getaway with this beautifully appointed, smoke free, 3-bedroom Townhouse, perfectly situated just 300 steps from the world-famous Crescent Beach. Enjoy the best of both worlds with Turtle Beach only 2.4 miles away, offering endless opportunities for seaside relaxation...

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Featured review

"Great location!!!"

The condo was great for our stay in Crescent beach for the month. It has everything you need to enjoy your stay at the beach. From beach chairs,bikes,umbrella's, towels and so much more. The pool was very...

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$375
avg per night
New
Siesta Key Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to our home on beautiful Siesta Key. Located within Harbor Towers Yacht & Racquet Club. This spacious two-bedroom, two-bathroom condo offers a premium setting suitable for long stays and just moments from the beach, the village, and the best of island life.This property has been a place...

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$216
avg per night
Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
8 reviews

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

2-Bedroom/2-Bath Unit on the 17th Floor Overlooking the Gulf of Mexico with Outstanding Sunset Views Year Round from your Balcony. Master Bedroom offers a King Size bed with 40-In TV & Private Bath& Private Entrance to Balcony. Bedroom #2 offers 2 x Twin Beds w/32" TV. Kitchen is fully Stocked...

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Featured review

"Excellent place as always!"

We've been coming to southseas for over 25 years and when ever possible we want to return to one of Len's units, he's always given us great advice on which units are available and his rental prices are...

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$208
avg per night
Marco Island Condo
Sleeps 6, 3 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Beautifully decorated 3 bedroom, 3 bath located in the exclusive waterfront Esplanade in the heart of Marco Island. Direct Waterview looking out over Smokehouse Bay. This Open Concept Kitchen, Living and Dining Room has Recently been renovated with new flooring throughout, the kitchen has quartz countertops...

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$692
avg per night
Naples Condo
Sleeps 8, 4 bedrooms, 2 bathrooms
2 reviews

Distance to beach: 6 miles to Tiger Tail Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

This brand new second floor condo is the Montserrat model, which is the largest floor plan in the community. It features 3 bedrooms, an open floor plan and a loft area that can be an additional work, study or play area. Pets are permitted with prior approval and an additional fee.The condo consists...

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$149
avg per night
Bonita Springs Condo
Sleeps 5, 2 bedrooms, 2 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Fantastic location with Gorgeous unobstructed views from every room. Corner unit, Huge wrap around Lanai, watch dolphin and manatee play from comfort of the lanai. Private beach access immediately across from condo with rinse shower in path. Condo also sits on the bay to give best of both worlds. Equipped...

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Featured review

"Great Hosts and Great Condo"

My wife Darlene and I leased the condo of Chris and Heidi in four different years, most recently last February and March. The condo is lovely: superbly appointed with every need and comfort supplied, spotlessly...

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$285
avg per night
Englewood House
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to beach: 7 miles to Englewood Beach

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Discover our Paradise 3-bedroom, 2-bathroom Palms Retreat. Embrace the beach vibes, perfect your golf swing, reel in the excitement of prime snook and tarpon fishing spots or relax by the inclusive private pool. A short drive away is the Tampa Bay Rays Stadium. Stay seamlessly connected with our high-speed...

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$144
avg per night
Anna Maria Island House
Sleeps 10, 5 bedrooms, 2 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

One of the highest rated vacation homes on Anna Maria Island with more than 160 five-star ratings from Airbnb/VRBO!Stay at the home of a NY Times best-selling food writer! Big 5-bedroom house, pet friendly, lots of space and charm, great location (5-min walk to beach) with private lagoon-style heated...

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Featured review

"Family vacation"

We truly enjoyed our stay at Kathleen’s house. We had a 11 month and a 3 yr old and it was so nice to have so much baby and kid stuff supplied. We rented a Golf cart which was great to have for transporting...

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$703
avg per night
Naples Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
7 reviews

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Experience Naples Living at its Finest: Your Perfect Getaway Awaits!Indulge in unlimited, fee-free golf at this exquisite Naples retreat! Nestled in a vibrant, all-ages community, this recently renovated corner unit offers the ultimate in comfort and convenience.Step into a haven of pristine air...

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Featured review

"High Point delivers the goods"

Great location, pristine executive golf course, 6 pools to choose from and beaches close by. We could not have asked for more. Our first time renting and we were blown away. Lauren & Rob (the owners) made...

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$173
avg per night
Cape Coral Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Our Seaside Villa Key Biscayne is located in the south of Cape Coral and invites you to enjoy a dream vacation.The vacation home is situated on a directly on a water canal, and has its own boat dock. The Gulf of Mexico can be reached in a short time from here.The house has 2475 sqf of floor space...

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Featured review

"Best time"

Had the best time when we stayed in Florida this year! From swimming to going out to dinners with the family.

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$199
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

Welcome to your ultimate beachfront retreat on Marco Island. Nestled on the penthouse-level 19th floor of the exclusive, guard-gated South Seas Club, this beautifully updated two-bedroom, two-bath condo sleeps four and delivers front-row panoramic views of the Gulf of Mexico, turquoise waters, and those...

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$266
avg per night
Marco Island House
Sleeps 8, 4 bedrooms, 4 bathrooms

Key Amenities

  • Air conditioning
  • Private pool

About this property

Heated Pool and Spa IncludedEscape to paradise at our spacious four-bedroom house, perfectly nestled in the heart of Marco Island. Ideal for families or groups, this beautifully appointed home combines comfort with coastal charm.The Space: Enjoy ample natural light in the open-concept living...

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$508
avg per night
Naples House
Sleeps 30, 11 bedrooms, 8 bathrooms

Distance to beach: 8 miles to Vanderbelt Beach

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

The Ultimate Private Group GetawayWelcome to an unforgettable private retreat designed for large groups, family gatherings, celebrations, corporate escapes, and unforgettable weekends together.This one-of-a-kind property combines an industrial-style, open-concept main home that comfortably sleeps...

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$4,504
avg per night
Marco Island Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Pool
  • Rentals by owner
  • WiFi

About this property

A beautiful 2-bedroom, 2-bath place that's perfect for couples or small families. What we love most about it is the incredible green space views from every window - it really feels like a peaceful retreat. The condo has everything you need: a fully equipped kitchen with new appliances, and both...

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Marco Island Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Distance to beach: 0.3 miles to On the Beach

Key Amenities

  • Air conditioning
  • Beachfront
  • Oceanfront
  • Pool
  • WiFi

About this property

2-Bedroom / 2-Bath Condo on the Gulf of America that provides all the amenities for a long term or short term stay from a minimum of 7 days to longer stays during the winter months. Unit was totally renovated in 2018 & has King Size beds in both bedrooms that allows a perfect setting for 2 couple...

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$209
avg per night
Longboat Key Condo
Sleeps 4, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Beachfront
  • Hot tub
  • Pool
  • WiFi

About this property

Short Term Stays available Imagine waking up to a breathtaking panorama of the Gulf of Mexico,. This completely remodeled condo, the largest in the community, offers unobstructed, 8th-floor views that will take your breath away. Picture yourself stepping onto the expansive terrace and feeling the cool...

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$744
avg per night
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